Category: 929626-16-4

Murphy, Jaclyn M. published the artcileOne-Pot Synthesis of Arylboronic Acids and Aryl Trifluoroborates by Ir-Catalyzed Borylation of Arenes, HPLC of Formula: 929626-16-4, the publication is Organic Letters (2007), 9(5), 757-760, database is CAplus and MEDLINE.

The synthesis of arylboronic acids and aryl trifluoroborates in a one-pot sequence by Ir-catalyzed borylation of arenes is reported. To prepare the arylboronic acids, the Ir-catalyzed borylation is followed by oxidative cleavage of the boronic ester with NaIO₄ and to prepare the aryltrifluoroborate, the Ir-catalyzed borylation is followed by displacement of pinacol by KHF₂. These two-step sequences give products that are more reactive toward subsequent chem. than the initially formed pinacol boronates.

Organic Letters published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BClO3, HPLC of Formula: 929626-16-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Mamlouk, Hind published the artcileHighly active, separable and recyclable bipyridine iridium catalysts for C-H borylation reactions, COA of Formula: C13H18BClO3, the publication is Catalysis Science & Technology (2018), 8(1), 124-127, database is CAplus.

Iridium complexes generated from Ir(I) precursors and PIB oligomer functionalized bpy ligands efficiently catalyzed the reactions of arenes with bis(pinacolato)diboron under mild conditions to produce a variety of arylboronate compounds The activity of this PIB bound homogeneous catalyst is similar to that of an original non-recyclable catalyst which allows it to be used under milder conditions than other reported recyclable catalysts. This oligomer-supported Ir catalyst was successfully recovered through biphasic extraction and reused for eight cycles without a loss of activity. Biphasic separation after the initial use of the catalyst led to an insignificant amount of iridium leaching from the catalyst to the product, and no iridium leaching from the catalyst was observed in the subsequent recycling runs. Arylboronate products obtained after extraction are sufficiently pure as observed by ¹H and ¹³C-NMR spectroscopy that they do not require further purification

Catalysis Science & Technology published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BClO3, COA of Formula: C13H18BClO3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Kornecook, Thomas J. published the artcilePharmacologic characterization of AMG8379, a potent and selective small molecule sulfonamide antagonist of the voltage-gated sodium channel NaV1.7, HPLC of Formula: 929626-16-4, the publication is Journal of Pharmacology and Experimental Therapeutics (2017), 362(1), 146-160, database is CAplus and MEDLINE.

Potent and selective antagonists of the voltage-gated sodium channel NaV1.7 represent a promising avenue for the development of new chronic pain therapies. We generated a small mol. atropisomer quinolone sulfonamide antagonist AMG8379 and a less active enantiomer AMG8380. Here we show that AMG8379 potently blocks human NaV1.7 channels with an IC50 of 8.5 nM and endogenous tetrodotoxin (TTX)-sensitive sodium channels in dorsal root ganglion (DRG) neurons with an IC50 of 3.1 nM in whole-cell patch clamp electrophysiol. assays using a voltage protocol that interrogates channels in a partially inactivated state. AMG8379 was 100- to 1000-fold selective over other NaV family members, including NaV1.4 expressed in muscle and NaV1.5 expressed in the heart, as well as TTX-resistant NaV channels in DRG neurons. Using an ex vivo mouse skin-nerve preparation, AMG8379 blocked mech. induced action potential firing in C-fibers in both a time-dependent and dose-dependent manner. AMG8379 similarly reduced the frequency of thermally induced C-fiber spiking, whereas AMG8380 affected neither mech. nor thermal responses. In vivo target engagement of AMG8379 in mice was evaluated in multiple NaV1.7-dependent behavioral endpoints. AMG8379 dose-dependently inhibited intradermal histamine-induced scratching and intraplantar capsaicin-induced licking, and reversed UVB radiation skin burn-induced thermal hyperalgesia; notably, behavioral effects were not observed with AMG8380 at similar plasma exposure levels. AMG8379 is a potent and selective NaV1.7 inhibitor that blocks sodium current in heterologous cells as well as DRG neurons, inhibits action potential firing in peripheral nerve fibers, and exhibits pharmacodynamic effects in translatable models of both itch and pain.

Journal of Pharmacology and Experimental Therapeutics published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BClO3, HPLC of Formula: 929626-16-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Wang, Guanghui published the artcileDouble N,B-Type Bidentate Boryl Ligands Enabling a Highly Active Iridium Catalyst for C-H Borylation, Computed Properties of 929626-16-4, the publication is Journal of the American Chemical Society (2015), 137(25), 8058-8061, database is CAplus and MEDLINE.

Boryl ligands hold promise in catalysis due to their very high electron-donating property. In this communication double N,B-type boryl anions were designed as bidentate ligands to promote an sp² C-H borylation reaction. A sym. pyridine-containing tetraaminodiborane(4) compound was readily prepared as the ligand precursor that could be used, in combination with [Ir(OMe)(COD)]₂, to in situ generate a highly active catalyst for a broad range of (hetero)arene substrates including highly electron-rich and/or sterically hindered ones. This work provides the 1st example of a bidentate boryl ligand in supporting homogeneous organometallic catalysis.

Journal of the American Chemical Society published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C14H21BO2, Computed Properties of 929626-16-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ding, Siyi published the artcileNNB-type tridentate boryl ligands enabling a highly active iridium catalyst for C-H borylation, SDS of cas: 929626-16-4, the publication is Molecules (2019), 24(7), 1434, database is CAplus and MEDLINE.

Boryl ligands play a very important role in catalysis because of their very high electron-donating property. NNB-type boryl anions were designed as tridentate ligands to promote aryl C-H borylation. In combination with [IrCl(COD)]₂, they generate a highly active catalyst for a broad range of (hetero)arene substrates, including highly electron-rich and/or sterically hindered ones. This work provides a new NNB-type tridentate boryl ligand to support homogeneous organometallic catalysis.

Molecules published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BClO3, SDS of cas: 929626-16-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Tzschucke, C. Christoph published the artcileArenes to anilines and aryl ethers by sequential iridium-catalyzed borylation and copper-catalyzed coupling, Recommanded Product: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Organic Letters (2007), 9(5), 761-764, database is CAplus and MEDLINE.

N-Alkyl- and N-arylanilines were synthesized from arenes by a two-step sequence of iridium-catalyzed borylation and copper-catalyzed coupling with amines. Diaryl ethers were obtained by a related sequence of arene borylation, followed by coupling with phenols. In particular, 3,5-disubstituted arylamines and aryl ethers were prepared by initiating this sequence with meta-substituted arenes.

Organic Letters published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H15NO2, Recommanded Product: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Li, Zeqing published the artcileMicrowave-assisted, Ir-catalyzed aromatic C-H borylation, Name: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Research on Chemical Intermediates (2013), 39(4), 1917-1926, database is CAplus.

One-step conversions of 1,3-disubstituted benzenes to aryl boronates and 2,6-disubstituted pyridines to heteroaryl boronates are described. Microwave heating was used for all reactions. [(COD)Ir(μ-OMe)]₂ and 4,4′-di-tert-butyl-2,2′-bipyridine were used as catalysts, in Me tert-Bu ether. Acceleration of the rate of reaction was remarkable compared with that of same reaction under conventional heating conditions.

Research on Chemical Intermediates published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BClO3, Name: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Boebel, Timothy A. published the artcileIridium-Catalyzed Preparation of Silylboranes by Silane Borylation and Their Use in the Catalytic Borylation of Arenes, Category: chlorides-buliding-blocks, the publication is Organometallics (2008), 27(22), 6013-6019, database is CAplus.

Silylboranes are versatile reagents for transition metal-catalyzed reactions of unsaturated organic mols. These reagents are typically prepared by the addition of a silyl lithium species to a boron electrophile. However, the need to generate anionic silane reagents limits the scope of silylboranes that can be readily obtained. Here, the synthesis of trialkylsilylboranes by borylation of silanes catalyzed by iridium complexes is described. The reaction of trialkylhydrosilanes with B₂pin₂ catalyzed by the combination of [Ir(OMe)cod]₂ and 4,4′-di-tert-butylbipyridine forms trialkylsilylboronic esters. In addition, these trialkylsilylboranes serve as boron sources for iridium-catalyzed borylation of aryl C-H bonds. In contrast to diboron reagents, the silylboranes react with methylarenes at both the aryl and Me C-H bonds.

Organometallics published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BClO3, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Kallepalli, Venkata A. published the artcileHarnessing C-H Borylation/Deborylation for Selective Deuteration, Synthesis of Boronate Esters, and Late Stage Functionalization, Name: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Journal of Organic Chemistry (2015), 80(16), 8341-8353, database is CAplus and MEDLINE.

In the presence of iridium catalysts such as [Ir(cod)OMe]₂, aryl and heteroaryl mono- and di(pinacolboronates) underwent regioselective deborylation; reaction of aryl- and heteroaryl mono(pinacolboronates) using D₂O yielded regioselectively deuterated arenes, while deborylation of di(pinacolboronates) yielded mono(pinacolboronates) with different and complementary regioselectivity from a direct monoborylation. Di(pinacolboronates) were prepared using iridium-catalyzed borylation; diborylation and chemoselective deborylation reactions were performed in one pot in some instances. The iridium-catalyzed borylations were compared to palladium-catalyzed deborylations of diborylated indoles described by Movassaghi; for a 3-methylindole-derived diboronate and for three thiophenediboronates, the iridium-catalyzed conditions were more effective. Nonracemic clopidogrel was regioselectively deuterated and monoborylated using iridium-catalyzed mono- and diborylation and deborylation reactions.

Journal of Organic Chemistry published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BClO3, Name: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Slack, Eric D. published the artcileUnderstanding the Activation of Air-Stable Ir(COD)(Phen)Cl Precatalyst for C-H Borylation of Aromatics and Heteroaromatics, Synthetic Route of 929626-16-4, the publication is Organic Letters (2021), 23(5), 1561-1565, database is CAplus and MEDLINE.

A newly developed robust catalyst [Ir(COD)(Phen)Cl] (A) was used for the C-H borylation of three dozen aromatics and heteroaromatics with excellent yield and selectivity. Activation of the catalyst was identified using catalytic amounts of H₂O, alcs., etc., when B₂pin₂ was used in noncoordinating solvents, while for THF catalytic use of HBpin was required. The results were on par with the in situ based expensive system [Ir(OMe)(COD)]₂/dtbbpy or Me₄Phen.

Organic Letters published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C10H18O, Synthetic Route of 929626-16-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics